Walking Tour near Winter Hill, Massachusetts

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Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

Embark on a thrilling adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Had a blast! Would definitely do it again!

Candice B.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Mary V

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Puzzling Adventures Highlights

Accessible
Kid friendly
Photo Challenges
Informative
250+ Locations
Team building
Flat rate price
No reservations
Exploration
Outdoor activity
Enriching

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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View Purchase Options

directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

More Information

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Directory

Walking Tour

South Boston Walking Tour Cambridgeport Walking Tour Cambridge Walking Tour Sommerville Walking Tour Court Park Walking Tour Charlestown Walking Tour Downtown Financial District Walking Tour Mount Ida Walking Tour Winter Hill Walking Tour Roxbury Walking Tour Crescent Beach Walking Tour East Boston Walking Tour Point Shirley Walking Tour Inner Belt Walking Tour Admirals Hill Walking Tour Beaconsfield Walking Tour Chelsea Walking Tour Forest Hills Walking Tour Brookline Village Walking Tour North Brighton Walking Tour Savin Hill Walking Tour Prospect Hill Walking Tour Allston Walking Tour Mission Hill Walking Tour West Somerville Walking Tour Coolidge Corner Walking Tour Aberdeen Walking Tour New Squantum Walking Tour Hendersonville Walking Tour Somerville Walking Tour Malden Walking Tour Allston/brighton Walking Tour Waterfront Walking Tour Dorchester Walking Tour Beacon Hill Walking Tour Winthrop Walking Tour Jeffries Point Walking Tour Quincy Market Walking Tour Glendale Walking Tour Medford Hillside Walking Tour Longwood Station Walking Tour Grove Hall Walking Tour Orient Heights Walking Tour City Point Walking Tour Dorchester North Walking Tour Bay Village Walking Tour Brighton Walking Tour Dorchester Center Walking Tour Mount Bowdoin Walking Tour North Cambridge Walking Tour East Cambridge Walking Tour Fields Corner Walking Tour Forest Hills Walking Tour Brookline Walking Tour Strawberry Hill Walking Tour Everett Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Chinatown/leather District Walking Tour East Somerville Walking Tour Squantum Walking Tour Revere Walking Tour Avon Hill Walking Tour North End Walking Tour Cottage Hill Walking Tour Beachmont Walking Tour West End Walking Tour Downtown Boston Walking Tour Roxbury Crossing Walking Tour Ashmont Walking Tour Wellington Walking Tour Edgeworth Walking Tour Winthrop Beach Walking Tour Ten Hills Walking Tour Jamaica Plain Walking Tour Fenway/kenmore Walking Tour Cottage Park Walking Tour Meeting House Hill Walking Tour Coolidge Hill Walking Tour Suffolk Downs Station Walking Tour Fort Winthrop Historical Walking Tour Malden Centre Walking Tour South Bay Walking Tour Huron Village Walking Tour Glenwood Walking Tour Boston Walking Tour Kendall Square Walking Tour Uphams Corner Walking Tour Dock Square Walking Tour Winthrop Highlands Walking Tour Old Cambridge Walking Tour Reservoir Walking Tour Medford Walking Tour West Everett Walking Tour Mount Auburn Walking Tour South End Walking Tour Neponset Walking Tour Faulkner Walking Tour Back Bay Walking Tour Spring Hill Walking Tour Larchwood Walking Tour

Escape Room

Larchwood Escape Room West End Escape Room Winter Hill Escape Room Reservoir Escape Room Cottage Park Escape Room Sommerville Escape Room West Everett Escape Room Allston/brighton Escape Room Allston Escape Room Aberdeen Escape Room Huron Village Escape Room Neponset Escape Room North Brighton Escape Room Fort Winthrop Historical Escape Room Cambridgeport Escape Room Winthrop Beach Escape Room Longwood Station Escape Room North End Escape Room Orient Heights Escape Room Boston Escape Room Spring Hill Escape Room Squantum Escape Room Mount Bowdoin Escape Room Coolidge Corner Escape Room Quincy Market Escape Room Savin Hill Escape Room Glenwood Escape Room Chelsea Escape Room City Point Escape Room Wellington Escape Room Forest Hills Escape Room Crescent Beach Escape Room Ashmont Escape Room Brookline Village Escape Room Downtown Boston Escape Room Beachmont Escape Room Court Park Escape Room Brookline Escape Room Va Boston Healthcare System Brockton Campus Escape Room Charlestown Escape Room Prospect Hill Escape Room Jeffries Point Escape Room Suffolk Downs Station Escape Room Hendersonville Escape Room Chinatown/leather District Escape Room Beacon Hill Escape Room East Boston Escape Room Beaconsfield Escape Room Winthrop Escape Room Back Bay Escape Room Dorchester Escape Room Everett Escape Room Faulkner Escape Room North Cambridge Escape Room Dorchester Center Escape Room Jamaica Plain Escape Room Brighton Escape Room Mount Auburn Escape Room South Bay Escape Room Glendale Escape Room Medford Escape Room Old Cambridge Escape Room West Somerville Escape Room Dock Square Escape Room New Squantum Escape Room East Cambridge Escape Room Waterfront Escape Room Roxbury Crossing Escape Room Dorchester North Escape Room Somerville Escape Room Uphams Corner Escape Room Malden Centre Escape Room Cottage Hill Escape Room Medford Hillside Escape Room Malden Escape Room Fields Corner Escape Room Winthrop Highlands Escape Room Roxbury Escape Room Forest Hills Escape Room Coolidge Hill Escape Room Kendall Square Escape Room Avon Hill Escape Room Fenway/kenmore Escape Room Bay Village Escape Room Mount Ida Escape Room Ten Hills Escape Room Revere Escape Room Admirals Hill Escape Room Cambridge Escape Room South Boston Escape Room Mission Hill Escape Room South End Escape Room Strawberry Hill Escape Room East Somerville Escape Room Edgeworth Escape Room Grove Hall Escape Room Point Shirley Escape Room Downtown Financial District Escape Room Inner Belt Escape Room Meeting House Hill Escape Room

Treasure Hunt

West End Treasure Hunt North End Treasure Hunt South Boston Treasure Hunt Everett Treasure Hunt Ten Hills Treasure Hunt Admirals Hill Treasure Hunt Charlestown Treasure Hunt Court Park Treasure Hunt Point Shirley Treasure Hunt Waterfront Treasure Hunt Suffolk Downs Station Treasure Hunt Fenway/kenmore Treasure Hunt Meeting House Hill Treasure Hunt Malden Centre Treasure Hunt Forest Hills Treasure Hunt Prospect Hill Treasure Hunt Roxbury Crossing Treasure Hunt Medford Hillside Treasure Hunt Coolidge Corner Treasure Hunt Longwood Station Treasure Hunt Uphams Corner Treasure Hunt West Everett Treasure Hunt Fort Winthrop Historical Treasure Hunt Reservoir Treasure Hunt Coolidge Hill Treasure Hunt Old Cambridge Treasure Hunt Forest Hills Treasure Hunt Inner Belt Treasure Hunt Crescent Beach Treasure Hunt Strawberry Hill Treasure Hunt Hendersonville Treasure Hunt Boston Treasure Hunt East Boston Treasure Hunt Cambridgeport Treasure Hunt Revere Treasure Hunt Somerville Treasure Hunt Mission Hill Treasure Hunt Wellington Treasure Hunt Back Bay Treasure Hunt Dock Square Treasure Hunt Spring Hill Treasure Hunt Winthrop Beach Treasure Hunt New Squantum Treasure Hunt Jamaica Plain Treasure Hunt East Somerville Treasure Hunt Beaconsfield Treasure Hunt Bay Village Treasure Hunt Brighton Treasure Hunt Downtown Financial District Treasure Hunt South End Treasure Hunt Neponset Treasure Hunt Allston Treasure Hunt Beachmont Treasure Hunt Glenwood Treasure Hunt Grove Hall Treasure Hunt Cottage Hill Treasure Hunt Roxbury Treasure Hunt Fields Corner Treasure Hunt Huron Village Treasure Hunt Avon Hill Treasure Hunt West Somerville Treasure Hunt Winter Hill Treasure Hunt Mount Ida Treasure Hunt Brookline Treasure Hunt Chelsea Treasure Hunt Dorchester Treasure Hunt East Cambridge Treasure Hunt Sommerville Treasure Hunt Kendall Square Treasure Hunt Savin Hill Treasure Hunt Squantum Treasure Hunt North Cambridge Treasure Hunt Dorchester Center Treasure Hunt Allston/brighton Treasure Hunt Jeffries Point Treasure Hunt Cambridge Treasure Hunt Downtown Boston Treasure Hunt Quincy Market Treasure Hunt Mount Bowdoin Treasure Hunt Malden Treasure Hunt Orient Heights Treasure Hunt Medford Treasure Hunt Beacon Hill Treasure Hunt Mount Auburn Treasure Hunt Cottage Park Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Dorchester North Treasure Hunt Ashmont Treasure Hunt Aberdeen Treasure Hunt North Brighton Treasure Hunt Larchwood Treasure Hunt Chinatown/leather District Treasure Hunt Edgeworth Treasure Hunt City Point Treasure Hunt South Bay Treasure Hunt Brookline Village Treasure Hunt Winthrop Treasure Hunt Glendale Treasure Hunt Winthrop Highlands Treasure Hunt Faulkner Treasure Hunt

Scavenger Hunt

City Point Scavenger Hunt Dorchester Scavenger Hunt Fenway/kenmore Scavenger Hunt North Brighton Scavenger Hunt Downtown Boston Scavenger Hunt Mission Hill Scavenger Hunt Chinatown/leather District Scavenger Hunt Mount Bowdoin Scavenger Hunt Fields Corner Scavenger Hunt Winthrop Beach Scavenger Hunt Beaconsfield Scavenger Hunt Inner Belt Scavenger Hunt Forest Hills Scavenger Hunt Dorchester Center Scavenger Hunt Uphams Corner Scavenger Hunt Brookline Village Scavenger Hunt Medford Scavenger Hunt Larchwood Scavenger Hunt Old Cambridge Scavenger Hunt Savin Hill Scavenger Hunt Cottage Park Scavenger Hunt Spring Hill Scavenger Hunt Meeting House Hill Scavenger Hunt Squantum Scavenger Hunt Jeffries Point Scavenger Hunt Jamaica Plain Scavenger Hunt Cottage Hill Scavenger Hunt Beacon Hill Scavenger Hunt Point Shirley Scavenger Hunt South End Scavenger Hunt Grove Hall Scavenger Hunt Malden Centre Scavenger Hunt Wellington Scavenger Hunt Faulkner Scavenger Hunt Prospect Hill Scavenger Hunt Cambridge Scavenger Hunt Coolidge Hill Scavenger Hunt Bay Village Scavenger Hunt Charlestown Scavenger Hunt Glendale Scavenger Hunt Chelsea Scavenger Hunt Admirals Hill Scavenger Hunt Downtown Financial District Scavenger Hunt Reservoir Scavenger Hunt Ten Hills Scavenger Hunt Medford Hillside Scavenger Hunt Hendersonville Scavenger Hunt Dock Square Scavenger Hunt Neponset Scavenger Hunt Suffolk Downs Station Scavenger Hunt Strawberry Hill Scavenger Hunt Roxbury Crossing Scavenger Hunt Orient Heights Scavenger Hunt Huron Village Scavenger Hunt Mount Ida Scavenger Hunt East Somerville Scavenger Hunt Aberdeen Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Cambridgeport Scavenger Hunt Glenwood Scavenger Hunt Forest Hills Scavenger Hunt East Boston Scavenger Hunt North Cambridge Scavenger Hunt Allston/brighton Scavenger Hunt Allston Scavenger Hunt Winthrop Highlands Scavenger Hunt Edgeworth Scavenger Hunt Brighton Scavenger Hunt Crescent Beach Scavenger Hunt South Boston Scavenger Hunt Coolidge Corner Scavenger Hunt Winter Hill Scavenger Hunt West End Scavenger Hunt Malden Scavenger Hunt East Cambridge Scavenger Hunt West Everett Scavenger Hunt West Somerville Scavenger Hunt Somerville Scavenger Hunt Dorchester North Scavenger Hunt Winthrop Scavenger Hunt South Bay Scavenger Hunt Quincy Market Scavenger Hunt Avon Hill Scavenger Hunt Beachmont Scavenger Hunt North End Scavenger Hunt Sommerville Scavenger Hunt Longwood Station Scavenger Hunt Brookline Scavenger Hunt Revere Scavenger Hunt Everett Scavenger Hunt Mount Auburn Scavenger Hunt Court Park Scavenger Hunt Kendall Square Scavenger Hunt Boston Scavenger Hunt Ashmont Scavenger Hunt Waterfront Scavenger Hunt Fort Winthrop Historical Scavenger Hunt Back Bay Scavenger Hunt New Squantum Scavenger Hunt Roxbury Scavenger Hunt

Amazing Race

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